Heading to the 150th Kentucky Derby? If so, you might have a few questions about the longest continually held sporting event in the United States.

Our "Let's Talk Derby with Kathryn & Kirby" video series explore the different types of hats men can wear to the Kentucky ...

It is time to start thinking about what you will wear for the 2025 Kentucky Derby, held this year on Saturday, May 3. Whether ...

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy. Made in the pork pie style, with a slender upturned brim and shallow ...

Jefferson St., in the days leading up to the Kentucky Derby. Customers can shop a large selection of custom and ready-to-wear ...

There are moments in life that demand the subtle and understated. The Kentucky Derby is not one of those moments. For a girly twist on borrowed-from-the-boys style, opt for a classic straw boater ...

The 151th Kentucky Derby is on Saturday ... The key is to feel great in what you wear." Men should "go all out" in lightweight sports jackets, slacks, and a luxurious silk traditional tie or ...

It's a high-end fashion event for both women and men. And that includes a hat ... to say about what type of hat a man should wear to the Kentucky Derby. Reach features reporter Kirby Adams ...